Book Holiday Homes in Sisters

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Featured Holiday Homes in Sisters

Sensational Designer's Townhouse in the heart of Eagle Crest.

Sensational Designer's Townhouse in the heart of Eagle Crest.

Redmond
Located in Redmond, this vacation home is within a 10-minute drive of Deschutes River and Eagle Ridge Sports Center and Spa.
Sensational Designer's Townhouse in the heart of Eagle Crest.
Bluebird Day - Kokanee Cottage

Bluebird Day - Kokanee Cottage

Bend
With a stay at this vacation home, you'll be centrally located in Bend, within a 5-minute drive of Old Mill District and Deschutes River.
Bluebird Day - Kokanee Cottage
Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly

Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly

Bend
With a stay at this vacation home in Bend (Southern Crossing), you'll be within a 5-minute drive of Old Mill District and Deschutes River.
Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly
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3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub,  Dogs Welcome

3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome

sisters
When you stay at this vacation home in Sisters, you'll be within a 10-minute drive of Glaze Meadow Golf Course and Phalarope Lake.
3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome
Historic Belle Millhouse in Bend, OR.  Walk to Downtown.vrbo

Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo

Bend
A stay at this vacation home places you in the heart of Bend, within a 15-minute walk of Old Mill District and Des Chutes Historical Museum.
Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo
Ultimate River House-20 mins to Bachelor. Old Mill, Restaurants, Fireplace, Heated Deck

Ultimate River House-20 mins to Bachelor. Old Mill, Restaurants, Fireplace, Heated Deck

Bend
A stay at this vacation home places you in the heart of Bend, within a 10-minute walk of Old Mill District and Deschutes River.
Ultimate River House-20 mins to Bachelor. Old Mill, Restaurants, Fireplace, Heated Deck
Amazing West Side - 2 King Suites - Walk Everywhere    8 Person Hot Tub

Amazing West Side - 2 King Suites - Walk Everywhere 8 Person Hot Tub

Bend
With a stay at this vacation home, you'll be centrally located in Bend, within a 5-minute drive of Old Mill District and Deschutes River.
Amazing West Side - 2 King Suites - Walk Everywhere 8 Person Hot Tub
3Bed/2 Bath, Pet friendly, Fully Fenced Backyard, Near Old Mill District!

3Bed/2 Bath, Pet friendly, Fully Fenced Backyard, Near Old Mill District!

Bend
With a stay at this vacation home in Bend (Old Farm District), you'll be within a 5-minute drive of Old Mill District and Bend Factory Stores.
3Bed/2 Bath, Pet friendly, Fully Fenced Backyard, Near Old Mill District!
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace

Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace

Terrebonne
The price is AU$525 per night from 3 Mar to 4 Mar
AU$525
includes taxes & fees
3 Mar - 4 Mar
Located in Terrebonne, this vacation home is in a rural location, within a 15-minute drive of Deschutes River and Crooked River Ranch Golf Course.
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Sisters Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Sisters vacation homes are the perfect way for you to wing it.

Holiday houses in Sisters let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Sisters in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Sisters adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Sisters with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Sisters vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Sisters Holiday Homes essential information

Accommodation
1096 Holiday Homes
Lowest Price
AU$155
Highest Price
AU$525
Popular accommodation
Sensational Designer's Townhouse in the heart of Eagle Crest. , Bluebird Day - Kokanee Cottage, Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly, 3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome, Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo, Ultimate River House-20 mins to Bachelor. Old Mill, Restaurants, Fireplace, Heated Deck, Amazing West Side - 2 King Suites - Walk Everywhere 8 Person Hot Tub, 3Bed/2 Bath, Pet friendly, Fully Fenced Backyard, Near Old Mill District!, Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace

Top trending hotels in Sisters

FivePine Lodge & Spa

FivePine Lodge & Spa

4 out of 5
1021 Desperado Trail, Sisters, OR
Fully refundableReserve now, pay when you stay
The price is AU$323 per night from 24 Feb to 25 Feb
AU$323
includes taxes & fees
24 Feb - 25 Feb
With a stay at FivePine Lodge & Spa in Sisters, you'll be a 2-minute walk from Shibui Spa and 11 minutes by foot from Peterson Ridge Trail.
FivePine Lodge & Spa
GrandStay Hotel & Suites

GrandStay Hotel & Suites

3 out of 5
1026 W Rail Way, Sisters, OR
Fully refundableReserve now, pay when you stay
The price is AU$243 per night from 24 Feb to 25 Feb
AU$243
includes taxes & fees
24 Feb - 25 Feb
With a stay at GrandStay Hotel & Suites in Sisters, you'll be 24.1 mi (38.8 km) from Old Mill District and 24.4 mi (39.3 km) from Deschutes Brewery.
GrandStay Hotel & Suites
Best Western Ponderosa Lodge

Best Western Ponderosa Lodge

2.5 out of 5
790 W Barclay Drive, Sisters, OR
Fully refundableReserve now, pay when you stay
The price is AU$220 per night from 2 Mar to 3 Mar
AU$220
includes taxes & fees
2 Mar - 3 Mar
When you stay at Best Western Ponderosa Lodge in Sisters, you'll be next to a golf course, within a 5-minute drive of Cork Cellars and Village Green Park.
Best Western Ponderosa Lodge
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Sisters Inn And Suites

Sisters Inn And Suites

2.5 out of 5
605 North Arrowleaf Trail, P.O. Box 938, Sisters, OR
Fully refundableReserve now, pay when you stay
The price is AU$155 per night from 27 Feb to 28 Feb
AU$155
includes taxes & fees
27 Feb - 28 Feb
With a stay at Sisters Inn And Suites in Sisters, you'll be 21.3 mi (34.2 km) from Hoodoo Ski Area and 21.4 mi (34.4 km) from Deschutes County Fairgrounds Expo ...
Sisters Inn And Suites
Don't see what you're looking for?
See all available properties in Sisters
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.